Effectual binding of gallic acid with p-sulfonatocalix[4]arene: An experimental and theoretical interpretation

다국어 초록 (Multilingual Abstract)

<P><B>Abstract</B></P> <P>The host-guest interaction of gallic acid (GA) with p-sulfonatocalix[4]arene (p-SC4) is studied using emission and excited state lifetime techniques. The quenching effect on the emission intensity and excited state lifetime is observed upon binding. The impact of oxidation potential upon binding is studied using cyclic voltammetric technique. The structural features and the mode of binding of GA with p-SC4 is examined using <SUP>1</SUP>H NMR and rotating frame overhauser effect spectroscopy (ROESY) techniques. The binding of GA with p-SC4 has also been examined by means of density functional theory simulations. The calculated interaction energy of GA with p-SC4 (22.15kcal/mol) indicates the strong binding nature.</P> <P><B>Highlights</B></P> <P> <UL> <LI> Formation of stable complex between GA and p-SC4 is studied in solution state. </LI> <LI> Quenching on emission intensity and lifetime of GA is observed upon addition of p-SC4. </LI> <LI> The downward potential shift is detected upon addition of GA on p-SC4 and vice versa. </LI> <LI> The <SUP>1</SUP>H NMR and ROESY spectral studies reveals that the GA is included into p-SC4. </LI> <LI> The theoretical simulations explains the intermolecular hydrogen bonding interactions between the GA and the p-SC4. </LI> </UL> </P> <P><B>Graphical abstract</B></P> <P>[DISPLAY OMISSION]</P>